Real Estate Investment Properties for Sale in Hilton Head Island, SC

Looking for investment property in Hilton Head Island, SC with high ROI ?

Explore a variety of short-term homes & houses in Hilton Head Island, SC. Invest wisely with VRBO & Hilton Head Island, SC Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Hilton Head Island, SC

Search for Single Family Residential for Sale in Hilton Head Island, South Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 19 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
13 Vine Street Hilton Head Island, SC No HOA! Discover the best location and affordability at 13 Vine Street. Perfectly situated...	4 beds \| 2 baths \| 2,305 sq.ft.	$525,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 3.12% Airbnb Rental Income: $1596 Traditional Rental Income: $2393 Airbnb ROI: 0.57% Traditional ROI: 3.12%
38 Circlewood Drive Hilton Head Island, SC Enjoy Coastal Living at Beach City Place! Welcome to this beautifully maintained Cumberlan...	3 beds \| 2 baths \| 1,876 sq.ft.	$672,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $1955 Airbnb ROI: N/A Traditional ROI: 1.4%
3 Stella Del Mare Manor Hilton Head Island, SC Cross your private bridge onto what feels like a private island and wake to direct Atlanti...	4 beds \| 6 baths \| 5,831 sq.ft.	$7,900,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -0.94% Airbnb Rental Income: $1599 Traditional Rental Income: $6194 Airbnb ROI: -1.63% Traditional ROI: -0.94%
68 Royal Pointe Drive Hilton Head Island, SC Set at the end of a cul-de-sac with side marsh views, this southern style home offers rela...	3 beds \| 4 baths \| 1,773 sq.ft.	$679,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 2.26% Airbnb Rental Income: $2087 Traditional Rental Income: $2359 Airbnb ROI: 0.98% Traditional ROI: 2.26%
25 Shamrock Circle Hilton Head Island, SC Back on market at no fault of the seller. Inspection completed, all items have been addres...	3 beds \| 2 baths \| 1,220 sq.ft.	$429,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 1.11% Airbnb Rental Income: $1968 Traditional Rental Income: $1511 Airbnb ROI: 0.96% Traditional ROI: 1.11%
17 Bridgeport Lane Hilton Head Island, SC Located in the Bridgeport section of gated Shipyard Plantation, 17 Bridgeport pairs a 2025...	3 beds \| 4 baths \| 2,104 sq.ft.	$1,089,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.74% Airbnb Rental Income: $1649 Traditional Rental Income: $3111 Airbnb ROI: -0.16% Traditional ROI: 1.74%
45 Bay Point Road Hilton Head Island, SC Nestled in a rare coastal setting of Lands End, 45 Bay Pt presents a unique deep water opp...	3 beds \| 4 baths \| 2,074 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $3707 Airbnb ROI: N/A Traditional ROI: 2.06%
18 Baynard Cove Road Hilton Head Island, SC Step into modern luxury at 18 Baynard Cove Road, an exceptional custom home in the heart o...	4 beds \| 4 baths \| 3,705 sq.ft.	$3,755,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.25% Airbnb Rental Income: $1588 Traditional Rental Income: $4405 Airbnb ROI: -1.19% Traditional ROI: -0.25%
11 Bittern Street Hilton Head Island, SC Location, location, location! Just moments to the beach and Coligny Plaza, this ocean-orie...	5 beds \| 4 baths \| 2,592 sq.ft.	$2,225,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.2% Airbnb Rental Income: $null Traditional Rental Income: $1177 Airbnb ROI: N/A Traditional ROI: -1.2%
10 Bradley Beach Road Hilton Head Island, SC Perfect opportunity for an owner with vision. This 3-BR, 2-bath beach-bungalow is just a s...	3 beds \| 2 baths \| 1,016 sq.ft.	$849,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.82% Airbnb Rental Income: $1089 Traditional Rental Income: $1646 Airbnb ROI: -0.36% Traditional ROI: 0.82%
15 Shear Water Drive Hilton Head Island, SC Luxury, privacy, and modern Lowcountry elegance define this brand-new 3-bedroom, 3.5-bath ...	3 beds \| 4 baths \| 2,869 sq.ft.	$1,198,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.41% Airbnb Rental Income: $1955 Traditional Rental Income: $2920 Airbnb ROI: 0.08% Traditional ROI: 1.41%
13 Delta Lane Hilton Head Island, SC Welcome to Long Cove Club in Hilton Head! This exceptional 5-bed, 6.5-bath estate spans ov...	5 beds \| 6 baths \| 7,363 sq.ft.	$1,700,000	Airbnb cash on cash: -2.57% Traditional cash on cash: 0.79% Airbnb Rental Income: $2581 Traditional Rental Income: $7280 Airbnb ROI: -2.57% Traditional ROI: 0.79%
20 Fairway Winds Place Hilton Head Island, SC Fairway Winds home located walking distance to Community pool and Beach access at Port Roy...	3 beds \| 3 baths \| 1,961 sq.ft.	$1,075,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 0.5% Airbnb Rental Income: $1089 Traditional Rental Income: $2357 Airbnb ROI: -1.14% Traditional ROI: 0.5%
27 Mangrove Street Hilton Head Island, SC WE'VE LISTENED TO THE MARKET AND THE SELLERS ARE MOTIVATED: EXPLORE THIS FANTASTIC OPPORTU...	3 beds \| 2 baths \| 1,532 sq.ft.	$639,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.7% Airbnb Rental Income: $null Traditional Rental Income: $2016 Airbnb ROI: N/A Traditional ROI: 1.7%
25 Towhee Road Hilton Head Island, SC When entering 25 Towhee you walk through the custom-made wrought iron gate with surroundin...	3 beds \| 2 baths \| 2,240 sq.ft.	$1,374,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.19% Airbnb Rental Income: $1968 Traditional Rental Income: $2329 Airbnb ROI: -0.5% Traditional ROI: 0.19%
4 Brown Thrasher Hilton Head Island, SC	3 beds \| 3 baths \| 2,000 sq.ft.	$975,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 1.55% Airbnb Rental Income: $1968 Traditional Rental Income: $2647 Airbnb ROI: 0.23% Traditional ROI: 1.55%
15 Vine Street Hilton Head Island, SC No HOA! Discover the best location and affordability at 15 Vine Street. Perfectly situated...	4 beds \| 2 baths \| 2,305 sq.ft.	$525,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.62% Airbnb Rental Income: $1596 Traditional Rental Income: $2393 Airbnb ROI: 1.07% Traditional ROI: 3.62%
2 Wood Thrush Court Hilton Head Island, SC Beautifully updated 3 BR, 2.5 BA home in Dolphin Head area of Hilton Head Plantation. Set ...	3 beds \| 2 baths \| 2,491 sq.ft.	$875,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.5% Airbnb Rental Income: $1968 Traditional Rental Income: $2392 Airbnb ROI: 0.35% Traditional ROI: 1.5%
7 Marshwinds Hilton Head Island, SC Welcome to Marsh Winds! One of Moss Creek's most sought-after neighborhoods. This 2-bed, 2...	2 beds \| 2 baths \| 1,504 sq.ft.	$755,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 1.51% Airbnb Rental Income: $2249 Traditional Rental Income: $1926 Airbnb ROI: 1.17% Traditional ROI: 1.51%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

13 Vine Street

Hilton Head Island, SC

4 beds | 2 baths | 2,305 sq.ft.

$525,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 3.12%

Airbnb Rental Income: $1596

Traditional Rental Income: $2393

Airbnb ROI: 0.57%

Traditional ROI: 3.12%

38 Circlewood Drive

Hilton Head Island, SC

3 beds | 2 baths | 1,876 sq.ft.

$672,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.4%

Airbnb Rental Income: $null

Traditional Rental Income: $1955

Airbnb ROI: N/A

Traditional ROI: 1.4%

3 Stella Del Mare Manor

Hilton Head Island, SC

4 beds | 6 baths | 5,831 sq.ft.

$7,900,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $1599

Traditional Rental Income: $6194

Airbnb ROI: -1.63%

Traditional ROI: -0.94%

68 Royal Pointe Drive

Hilton Head Island, SC

3 beds | 4 baths | 1,773 sq.ft.

$679,000

Airbnb cash on cash: 0.98%

Traditional cash on cash: 2.26%

Airbnb Rental Income: $2087

Traditional Rental Income: $2359

Airbnb ROI: 0.98%

Traditional ROI: 2.26%

25 Shamrock Circle

Hilton Head Island, SC

3 beds | 2 baths | 1,220 sq.ft.

$429,900

Airbnb cash on cash: 0.96%

Traditional cash on cash: 1.11%

Airbnb Rental Income: $1968

Traditional Rental Income: $1511

Airbnb ROI: 0.96%

Traditional ROI: 1.11%

17 Bridgeport Lane

Hilton Head Island, SC

3 beds | 4 baths | 2,104 sq.ft.

$1,089,000

Airbnb cash on cash: -0.16%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $1649

Traditional Rental Income: $3111

Airbnb ROI: -0.16%

Traditional ROI: 1.74%

45 Bay Point Road

Hilton Head Island, SC

3 beds | 4 baths | 2,074 sq.ft.

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.06%

Airbnb Rental Income: $null

Traditional Rental Income: $3707

Airbnb ROI: N/A

Traditional ROI: 2.06%

18 Baynard Cove Road

Hilton Head Island, SC

4 beds | 4 baths | 3,705 sq.ft.

$3,755,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: -0.25%

Airbnb Rental Income: $1588

Traditional Rental Income: $4405

Airbnb ROI: -1.19%